2-(1-Chloro-ethyl)-1H-benzoimidazole → 2-(1-methoxyethyl)-1H-1,3-benzodiazole

HRID 1946024Notes

Reaction equation

HRID 1946024 reaction equation
Cl[CH:2]([C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]=1)[CH3:3].[CH3:13][O-:14].[Na+]>CO>[CH3:13][O:14][CH:2]([C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]=1)[CH3:3]

Participants

4

Reactant 2

HCID 43472862-(1-Chloro-ethyl)-1H-benzoimidazoleHCID 10942334Sodium Methoxide

Product 1

HCID 450784722-(1-methoxyethyl)-1H-1,3-benzodiazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-(1-chloroethyl)-1H-benzo[d]imidazole (0.39 g) and 25 wt % solution of Sodium Methoxide in Methanol (0.96 mL) in 10 mL of Methanol was heated for 20 minutes at 150° C. in a microwave synthesizer. The reaction mixture was extracted with EtOAc and sat NH4 chloride. The organic layer was dried, filtered and concentrated to afford crude 2-(1-methoxyethyl)-1H-benzo[d]imidazole in quantitative yield.

Workup

  1. extractionThe reaction mixture was extracted with EtOAc
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-8a752b6091884581b47ce3396891d91b
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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